La navidad llega a Rockefeller Plaza y Peter prepara un espectáculo especial para celebrarla, al ver como el nuevo chico canta muy bien decide hacer que cante con Jenna para vengarse ya que esta no participa en el regalo común hacia los empleados del edificio. Jack y Liz intentan buscar el regalo perfecto para el otro. Y Kenneth, engañado por Toofer, Lutlz y Frank deja de creer en la religión y en Dios.

Peter y Liz quieren llevar de gira el programa a Miami, pero Donaghy prefiere llevarlo a Boston para así reunirse con Nancy Donovan y los chicos de Liz Lemon no se lo toman demasiado bien.

Liz Lemon starts making an effort to date by attending singles events with Jenna Maroney, and Jack Donaghy feels forced to choose between childhood love, Nancy Donovan and news anchor Avery Jessup. Meanwhile, a racist comment sparks an office-wide debate on affirmative action and leaves Toofer with a big decision to make regarding his future at TGS.

Jack becomes even more entangled in his love triangle between Avery Jessup and Nancy Donovan, and he turns for advice to Liz, who is focusing on her own romantic problems. When Liz can't find a date to Floyd's wedding, she revisits her old boyfriends in hope that a spark will reignite. Meanwhile, Tracy continues his journey to earn his egot.

Liz questions fate when she meets the man of her dreams, while Jack's love triangle between high school love, Nancy Donovan, and CNBC anchor, Avery Jessup, comes to a head. Meanwhile, Jenna's boyfriend is confronted with a similar dilemma when his desire for another woman threatens to ruin their relationship, and Kenneth, with the help of Tracy, tries to avoid a promotion that would land him in LA.

Liz has trouble adjusting to being a stay-at-home mother. Jack takes stock of his life, and Tracy struggles to get on without Kenneth.